26 days in Midwest Itinerary

26 days in Midwest Itinerary

Created using Inspirock Midwest trip itinerary builder

Plan created by another user. Make it yours
1
Kansas City
— 2 nights
2
Branson
— 2 nights
3
Saint Louis
— 1 night
4
Cincinnati
— 2 nights
5
Cleveland
— 2 nights
6
Chicago
— 3 nights
7
Milwaukee
— 2 nights
8
Ontonagon
— 1 night
9
Duluth
— 2 nights
10
Minneapolis
— 2 nights
11
Custer
— 2 nights
12
Indianapolis
— 2 nights

S M T W T F S
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2
nights
Kansas City

Kansas City ©
The largest municipality in Missouri, Kansas City has an impressive array of world-class museums, shopping areas, and great places to eat, all of which attract tourism to the area.
Kick off your visit on the 11th (Fri): ponder the design of KC Fountains, admire the masterpieces at The Nelson-Atkins Museum of Art, then learn about all things military at National WWI Museum and Memorial, and finally test your team's savvy at popular escape rooms. Get ready for a full day of sightseeing on the 12th (Sat): steep yourself in history at Union Station, see the sky in a new way at The Arvin Gottlieb Planetarium at Union Station, then see the interesting displays at Negro Leagues Baseball Museum, then get engrossed in the history at Arabia Steamboat Museum, and finally get your game on at Blade & Timber Axe Throwing.

To find where to stay, maps, and tourist information, you can read our Kansas City day trip planning app.

Phoenix to Kansas City is an approximately 5.5-hour flight. You can also drive; or take a bus. Traveling from Phoenix to Kansas City, you'll lose 1 hour due to the time zone difference. Traveling from Phoenix in October, you will find days in Kansas City are much colder (71°F), and nights are slightly colder (51°F). Wrap up your sightseeing on the 12th (Sat) early enough to drive to Branson.

Things to do in Kansas City

Museums · Fun & Games · Historic Sites
Highlights from your plan
National WWI Museum and Memorial ©
National WWI Museum and Memorial
Room Escape Games
The Nelson-Atkins Museum of Art ©
The Nelson-Atkins Museum of Art

2
nights
Branson

Branson ©
Nestled in Missouri's beautiful Ozark Mountains lies one of the country's most attractive vacation towns for year-round family entertainment.
Start off your visit on the 13th (Sun): contemplate the waterfront views at Table Rock Lake and then make a splash at Silver Dollar City. Here are some ideas for day two: pause for some serene contemplation at Our Lady of the Lake Catholic Church, admire the natural beauty at College of the Ozarks, then get engrossed in the history at Titanic Museum, and finally have some family-friendly fun at Escape Code.

To see more things to do, other places to visit, and more tourist information, use the Branson online trip itinerary planner.

Getting from Kansas City to Branson by car takes about 4 hours. Other options: take a bus; or fly. October in Branson sees daily highs of 71°F and lows of 50°F at night. Wrap up your sightseeing on the 14th (Mon) to allow time to drive to Saint Louis.

Things to do in Branson

Theme Parks · Parks · Nature

Side Trip

Table Rock Lake
Highlights from your plan
College of the Ozarks ©
College of the Ozarks
Silver Dollar City ©
Silver Dollar City
Titanic Museum ©
Titanic Museum

1
night
Saint Louis

Saint Louis ©
Test the local claim that Saint Louis is second only to Washington, D.C.
Start off your visit on the 15th (Tue): examine the collection at City Museum, then take in nature's colorful creations at Missouri Botanical Garden, then walk around Forest Park, and finally pause for some serene contemplation at Cathedral Basilica of Saint Louis.

Plan my Saint Louis trip by asking Inpirock to come up with tips and suggestions.

Getting from Branson to Saint Louis by car takes about 4.5 hours. Other options: do a combination of car and flight; or do a combination of taxi and bus. In October, daytime highs in Saint Louis are 72°F, while nighttime lows are 49°F. Finish your sightseeing early on the 15th (Tue) to allow enough time to travel to Cincinnati.

Things to do in Saint Louis

Parks · Museums · Historic Sites
Highlights from your plan
Cathedral Basilica of Saint Louis ©
Cathedral Basilica of Saint Louis
City Museum ©
City Museum
Missouri Botanical Garden ©
Missouri Botanical Garden

2
nights
Cincinnati

Cincinnati ©
Situated on the north bank of the Ohio River, Cincinnati distinguished itself as the only U.S.
Kick off your visit on the 16th (Wed): test your team's savvy at popular escape rooms, take in the views from Roebling Suspension Bridge, and then make a trip to Fountain Square. Get ready for a full day of sightseeing on the next day: take in nature's colorful creations at Cincinnati Zoo & Botanical Garden, then stroll the grounds of Spring Grove Cemetery & Arboretum, and then contemplate in the serene atmosphere at Immaculata Church.

To find where to stay, traveler tips, ratings, and other tourist information, use the Cincinnati trip itinerary maker.

You can fly from Saint Louis to Cincinnati in 4 hours. Other options are to drive; or take a bus. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. In October, plan for daily highs up to 68°F, and evening lows to 46°F. Finish your sightseeing early on the 17th (Thu) to allow enough time to travel to Cleveland.

Things to do in Cincinnati

Parks · Zoos & Aquariums · Historic Sites
Highlights from your plan
Cincinnati Zoo & Botanical Garden ©
Cincinnati Zoo & Botanical Garden
Room Escape Games
Roebling Suspension Bridge ©
Roebling Suspension Bridge

2
nights
Cleveland

Cleveland ©
A culturally diverse city situated on the shores of Lake Erie, Cleveland boasts many places to visit, such as world-class museums, popular amusement parks, and sprawling recreational areas.
Start off your visit on the 18th (Fri): admire the natural beauty at Cleveland Botanical Garden, explore the world behind art at The Cleveland Museum of Art, then stroll the grounds of Lake View Cemetery, and finally steep yourself in history at Wade Memorial Chapel. Keep things going the next day: examine the collection at Rock & Roll Hall of Fame, then examine the collection at A Christmas Story House, and then pause for some serene contemplation at St John's Cathedral.

To see where to stay, photos, and more tourist information, go to the Cleveland planner.

Traveling by flight from Cincinnati to Cleveland takes 3.5 hours. Alternatively, you can drive; or take a bus. In October in Cleveland, expect temperatures between 65°F during the day and 51°F at night. Cap off your sightseeing on the 19th (Sat) early enough to travel to Chicago.

Things to do in Cleveland

Museums · Historic Sites · Parks
Highlights from your plan
The Cleveland Museum of Art ©
The Cleveland Museum of Art
Rock & Roll Hall of Fame ©
Rock & Roll Hall of Fame
A Christmas Story House ©
A Christmas Story House

3
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Chicago is known for museums, parks, and nightlife. Your plan includes some of its best attractions: explore the world behind art at The Art Institute of Chicago, enjoy breathtaking views from Skydeck Chicago - Willis Tower, observe the fascinating underwater world at Shedd Aquarium, and stroll through Millennium Park.

To find reviews, photos, more things to do, and tourist information, you can read our Chicago online day trip planner.

You can fly from Cleveland to Chicago in 3.5 hours. Other options are to drive; or take a train. Traveling from Cleveland to Chicago, you'll gain 1 hour due to the time zone difference. In October, plan for daily highs up to 65°F, and evening lows to 49°F. Wrap up your sightseeing on the 22nd (Tue) early enough to drive to Milwaukee.

Things to do in Chicago

Parks · Museums · Zoos & Aquariums
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park
Millennium Park
Skydeck Chicago - Willis Tower ©
Skydeck Chicago - Willis Tower

2
nights
Milwaukee

Milwaukee ©
Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
Start off your visit on the 23rd (Wed): get engrossed in the history at Mitchell Gallery of Flight, steep yourself in history at Pabst Mansion, then explore the world behind art at Milwaukee Art Museum, then admire the striking features of St. Joan of Arc Chapel, and finally see the interesting displays at Harley-Davidson Museum. Here are some ideas for day two: learn about wildlife with up-close encounters at Milwaukee County Zoo, then admire the landmark architecture of Basilica of St. Josaphat, then get to know the fascinating history of Riverwalk, and finally sample the tasty concoctions at Lakefront Brewery.

You can plan Milwaukee trip in no time by asking Inspirock to help create your itinerary.

You can drive from Chicago to Milwaukee in 2 hours. Other options are to take a train; or take a bus. In October, plan for daily highs up to 62°F, and evening lows to 46°F. Wrap up your sightseeing on the 24th (Thu) early enough to travel to Ontonagon.

Things to do in Milwaukee

Historic Sites · Museums · Zoos & Aquariums
Highlights from your plan
Basilica of St. Josaphat ©
Basilica of St. Josaphat
Harley-Davidson Museum ©
Harley-Davidson Museum
Milwaukee Art Museum ©
Milwaukee Art Museum

1
night
Ontonagon

Ontonagon ©
Kick off your visit on the 25th (Fri): discover the riches below the earth's surface at Adventure Mining Company and then admire the sheer force of Bond Falls. Get ready for a full day of sightseeing on the 26th (Sat): appreciate the extensive heritage of Main Overlook, then explore the activities along Lake of the Clouds, and then take a peaceful walk through Porcupine Mountains State Park.

To see photos, other places to visit, more things to do, and other tourist information, go to the Ontonagon online tour itinerary builder.

Traveling by car from Milwaukee to Ontonagon takes 5.5 hours. Alternatively, you can do a combination of car and flight. The time zone difference when traveling from Milwaukee to Ontonagon is 1 hour. In October, Ontonagon is slightly colder than Milwaukee - with highs of 54°F and lows of 39°F. Finish your sightseeing early on the 26th (Sat) to allow enough time to travel to Duluth.

Things to do in Ontonagon

Nature · Parks · Outdoors

Side Trip

Adventure Mining Company
Highlights from your plan
Bond Falls ©
Bond Falls
Lake of the Clouds ©
Lake of the Clouds
Porcupine Mountains State Park ©
Porcupine Mountains State Park

2
nights
Duluth

Duluth ©
Situated on the westernmost point of the Lake Superior, Duluth represents a booming port city.
On the 27th (Sun), appreciate the extensive heritage of Lakewalk, take in the views from Aerial Lift Bridge, then stroll through Canal Park, and finally cruise along Minnesota's North Shore Scenic Drive. Get ready for a full day of sightseeing on the next day: test your team's savvy at popular escape rooms, then walk around Enger Park, then grab your bike and head to Gooseberry Falls State Park, and finally stop by Great Lakes Candy Kitchen.

For other places to visit, ratings, traveler tips, and other tourist information, use the Duluth trip planner.

Traveling by car from Ontonagon to Duluth takes 3.5 hours. Due to the time zone difference, you'll gain 1 hour traveling from Ontonagon to Duluth. In October, daytime highs in Duluth are 55°F, while nighttime lows are 42°F. Wrap up your sightseeing on the 28th (Mon) early enough to drive to Minneapolis.

Things to do in Duluth

Parks · Outdoors · Nature

Side Trips

Great Lakes Candy Kitchen, Gooseberry Falls State Park
Highlights from your plan
Gooseberry Falls State Park ©
Gooseberry Falls State Park
Minnesota's North Shore Scenic Drive ©
Minnesota's North Shore Scenic Drive
Room Escape Games

2
nights
Minneapolis

Minneapolis ©
Located on both banks of the Mississippi River, Minneapolis salutes the state's love of the outdoors with numerous lakes, wetlands, creeks, and waterfalls--many connected to one another by a national scenic byway great for sightseeing.
On the 29th (Tue), get engrossed in the history at Mill City Museum, then stroll around Minnehaha Park, then don't miss a visit to Minnehaha Falls, and finally test your problem-solving skills at The Escape Game. Keep things going the next day: admire the masterpieces at Minneapolis Institute of Art, take in nature's colorful creations at Minneapolis Sculpture Garden, then contemplate in the serene atmosphere at Basilica of St. Mary, and finally have fun at Target Field.

For other places to visit, traveler tips, and tourist information, use the Minneapolis trip planner.

Traveling by car from Duluth to Minneapolis takes 3 hours. Alternatively, you can take a bus; or fly. In October in Minneapolis, expect temperatures between 60°F during the day and 43°F at night. Cap off your sightseeing on the 30th (Wed) early enough to travel to Custer.

Things to do in Minneapolis

Parks · Fun & Games · Museums
Highlights from your plan
Minnehaha Park ©
Minnehaha Park
Minneapolis Institute of Art ©
Minneapolis Institute of Art
The Escape Game ©
The Escape Game

2
nights
Custer

Custer ©
Generally considered to be the oldest town established by European Americans in the Black Hills, Custer began as a mining town.
On the 31st (Thu), take a memorable drive along Iron Mountain Road, then take in the dramatic natural features at Needles Eye Tunnel, and then explore the activities along Sylvan Lake. Here are some ideas for day two: stroll through Mount Rushmore National Memorial, take in the pleasant sights at Breezy Point Picnic Area, and then cruise along Wildlife Loop Road.

To find photos, ratings, other places to visit, and more tourist information, use the Custer trip planner.

Traveling by flight from Minneapolis to Custer takes 4.5 hours. Alternatively, you can drive; or do a combination of bus and taxi. Due to the time zone difference, you'll gain 1 hour traveling from Minneapolis to Custer. Traveling from Minneapolis in October, expect little chillier with lows of 34°F in Custer. Wrap up your sightseeing on the 1st (Fri) early enough to travel to Indianapolis.

Things to do in Custer

Nature · Outdoors · Parks

Side Trip

Keystone
Highlights from your plan
Needles Eye Tunnel ©
Needles Eye Tunnel
Mount Rushmore National Memorial ©
Mount Rushmore National Memorial
Iron Mountain Road ©
Iron Mountain Road

2
nights
Indianapolis

Indianapolis ©
Indiana's capital and most populous city, Indianapolis is best known for its racecar events and impressive museums, and as the hometown of Kurt Vonnegut.
Indianapolis is known for fun & games, museums, and childrens museums. Your plan includes some of its best attractions: test your problem-solving skills at popular escape rooms, stop by Rocket Fizz, brush up on your military savvy at Indiana War Memorial, and have fun at Lucas Oil Stadium.

To find maps, traveler tips, more things to do, and other tourist information, use the Indianapolis trip itinerary builder website.

Traveling by flight from Custer to Indianapolis takes 8 hours. Alternatively, you can drive; or do a combination of taxi, bus, and train. The time zone changes from Mountain Standard Time (MST) to Eastern Standard Time (EST), which is usually a 2 hour difference. Plan for somewhat warmer temperatures traveling from Custer in November, with highs in Indianapolis at 52°F and lows at 34°F. Cap off your sightseeing on the 4th (Mon) early enough to travel back home.

Things to do in Indianapolis

Museums · Parks · Fun & Games
Highlights from your plan
Indianapolis Motor Speedway Museum ©
Indianapolis Motor Speedway Museum
Room Escape Games
Bad Axe Throwing ©
Bad Axe Throwing

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